2,6-Dichloro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol → HCID 178484041, compound

Participants

Reaction Steps

Following general procedure F, (6-bromo-4-{[trans-4-(dimethylamino)cyclohexyl]methylamino}quinolin-3-yl)(cyclopropyl)methanone (66 mg, 0.153 mmol) was reacted with 2,6-dichloro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol (65 mg, 0.230 mmol) to afford the desired product (38 mg, 50%) as a yellow solid: 1H NMR (300 MHz, CD3OD+Acetic Acid-d4) δ 9.24 (s, 1H), 8.49 (d, J=1.7 Hz, 1H), 8.10 (dd, J=8.8, 1.8 Hz, 1H), 7.95 (d, J=8.8 Hz, 1H), 7.68 (s, 2H), 3.90 (d, J=6.5 Hz, 2H), 2.85 (d, J=11.2 Hz, 6H), 2.15 (t, J=11.3 Hz, 4H), 2.01-1.74 (m, 2H), 1.61 (dd, J=21.6, 12.1 Hz, 2H), 1.46-1.07 (m, 7H); ESI MS m/z 512 [C28H31Cl2N3O2+H]+; HPLC 99.0% (AUC), tR=10.65 min.

Provenance & Evidence